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Nickel-Catalyzed Cross-Coupling between Functionalized Primary or Secondary Alkylzinc Halides and Primary Alkyl Halides
journal contribution
posted on 2001-12-14, 00:00 authored by Anne Eeg Jensen, Paul KnochelIn the presence of Bu4NI (3 equiv) and 4-fluorostyrene (20 mol %), unreactive primary and secondary
alkylzinc iodides undergo nickel-catalyzed cross-couplings with various primary alkyl iodides or
bromides. More reactive secondary dialkylzincs and the mixed zinc organometallics RZnTMSM
undergo the cross-coupling reaction in the absence of Bu4NI. The bicyclic secondary diorganozinc
6 prepared via boron−zinc exchange reacts with high retention of configuration. Free NH-groups
are tolerated in the cross-coupling allowing the synthesis of aminated products.